Cuscohygrin

Structural formula
General
Surname	Cuscohygrin
other names	( R , S ) - 1,3-bis (1-methyl-2-pyrrolidinyl) -2-propanone
Molecular formula	C 13 H 24 N 2 O
External identifiers / databases
PubChem	1201543
Wikidata	Q3007886
properties
Molar mass	224.35 g mol −1
boiling point	169-170 ° C
safety instructions
GHS hazard labeling ; no classification available
GHS hazard labeling ; no classification available
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Cuscohygrin is a pyrrolidine alkaloid and a congener of hygrin found in coca ( Erythroxylum coca ). There might be also from plants of the family Solanaceae family ( Solanaceae ) are obtained, including black nightshade ( Atropa Belladonna , Deadly Nightshade), Datura Inoxia ( Datura innoxia ) and Thorn apple ( Datura stramonium , Jimson weed). Cuscohygrine usually occurs with other, stronger alkaloids like atropine or cocaine .

Natural Cuscohygrin is a mixture of the meso form (2 R , 2 ' S ) and the racemic form (2 R , 2' R or 2 S , 2 ' S ). It was first made in 1889 by Carl Liebermann from coca leaves isolated.

Extraction and presentation

Several methods of synthesis of cuscohygrin are known. Thus, the condensation of acetone dicarboxylic acid with two molecules of γ-methylaminobutyraldehyde at a pH of 7 gives a high yield of cuscohygrin.

Web links

Dr. Duke's Phytochemical and Ethnobotanical Databases. Retrieved September 13, 2019 .

Individual evidence

^ ^A ^b ^c Sunil Kumar Talapatra, Bani Talapatra: Chemistry of Plant Natural Products Stereochemistry, Conformation, Synthesis, Biology, and Medicine . Springer, 2015, ISBN 978-3-642-45410-3 ( limited preview in Google book search).
↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
^ The Alkaloids: Chemistry and Pharmacology . Academic Press, 1987, ISBN 978-0-08-086551-5 , pp. 272 ( limited preview in Google Book search).
↑ Eckart Eich: Solanaceae and Convolvulaceae: Secondary Metabolites: Biosynthesis, Chemotaxonomy, Biological and Economic Significance (A Handbook) . Springer Science & Business Media, 2008, ISBN 978-3-540-74541-9 , pp. 68 ( books.google.de ).
↑ Lutfun Nahar, Satyajit Sarker: Chemistry for Pharmacy Students General, Organic and Natural Product Chemistry . John Wiley & Sons, 2019, ISBN 978-1-119-39446-4 , pp. 396 ( limited preview in Google Book search).

[Sunil_Kumar_Talapatra,_Bani_Talapatra-1] A ^b ^c Sunil Kumar Talapatra, Bani Talapatra: Chemistry of Plant Natural Products Stereochemistry, Conformation, Synthesis, Biology, and Medicine . Springer, 2015, ISBN 978-3-642-45410-3 ( limited preview in Google book search).

[NV-2] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[3] The Alkaloids: Chemistry and Pharmacology . Academic Press, 1987, ISBN 978-0-08-086551-5 , pp. 272 ( limited preview in Google Book search).

[4] Eckart Eich: Solanaceae and Convolvulaceae: Secondary Metabolites: Biosynthesis, Chemotaxonomy, Biological and Economic Significance (A Handbook) . Springer Science & Business Media, 2008, ISBN 978-3-540-74541-9 , pp. 68 ( books.google.de ).

[Lutfun_Nahar,_Satyajit_Sarker-5] Lutfun Nahar, Satyajit Sarker: Chemistry for Pharmacy Students General, Organic and Natural Product Chemistry . John Wiley & Sons, 2019, ISBN 978-1-119-39446-4 , pp. 396 ( limited preview in Google Book search).